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Compare 233 Vacation Homes in Ashland with updated reviews, rates, and availability.

Downtown Delight: 3BDR Urban Escape

10.0 out of 10, Exceptional, (14)
"Stayed here oner Thanksgiving with another couple. House is so charming and genuine. It's location is perfect for accessing downtown Ashland via foot. "
Downtown Delight: 3BDR Urban Escape

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (48)
"Great location - close to restaurants and shops! "
Premier Downstairs Flat in Perfect Down Town Location

California Cottage: Downtown!

9.8 out of 10, Exceptional, (21)
"Great cottage ideal for two at an ideal location, close to everything Jacksonville has to offer. "
The price is SAR 539
SAR 990 total
includes taxes & fees
17 Feb - 18 Feb
California Cottage: Downtown!

232-Duplex-Private Bathroom-Mountain View

10.0 out of 10, Exceptional, (34)
"I would shorten the code to get in."
232-Duplex-Private Bathroom-Mountain View

ZZ ZANY ZOO II - Townhome, with Carport & Garage

10.0 out of 10, Exceptional, (80)
"Adorable family-friendly theme with holiday spirit made for a memorable vacation."
ZZ ZANY ZOO II - Townhome, with Carport & Garage

Pet-Friendly Medford Vacation Rental w/ Yard!

9.2 out of 10, Wonderful, (7)
"Great cozy location"
Pet-Friendly Medford Vacation Rental w/ Yard!

Railroad District, steps to downtown, everything you need to enjoy Ashland!

10.0 out of 10, Exceptional, (136)
"Clean. Tidy. comfortable. Well appointed. But we left a pair of walking polls behind and would like Sugar to keep them for us and we will pick them up when we stay again in the fall of 2025. David Roberts"
Railroad District, steps to downtown, everything you need to enjoy Ashland!

Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

9.6 out of 10, Exceptional, (38)
"Nice neighborhood and beautiful home"
Three bedroom with king beds, 2 & a half bathroom. 2146 square foot house.

Jacksonville Mountain Retreat

9.6 out of 10, Exceptional, (61)
"This is a very nice home. "
Jacksonville Mountain Retreat

The Phoenix House- a place to relax and rejuvenate

8.8 out of 10, Excellent, (6)
"We have stayed there twice now. Our art gallery reception was last night in Medford. Today I visited a friend in Ashland. Debbie’s Diner is very close for breakfast and Starbucks down the road. The house has an elegant feel to it, high ceilings and lots of windows to the backyard. Thank you so much."
The price is SAR 1,050
SAR 1,936 total
includes taxes & fees
1 Feb - 2 Feb
The Phoenix House- a place to relax and rejuvenate

Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!

10.0 out of 10, Exceptional, (5)
"Amazing stay with beautiful views. Deep in the mountains better than expected.. would recommend to anyone looking to stay in a getaway in Ashland"
Mountainside Chateau spectacular views and sunsets. 15 min to downtown Ashland!

Cheerful 3-Bedroom home in Central Point

10.0 out of 10, Exceptional, (17)
"This house is in a very nice, quiet neighborhood but really centrally located to surrounding amenities. A beautiful and clean home - love the way it is decorated!! Jill was a great host. Her response time to any communication was almost instant."
Cheerful 3-Bedroom home in Central Point

Sun Cottage Downtown Jacksonville

10.0 out of 10, Exceptional, (14)
"Cute little cottage. Great location for exploring Jacksonville and the surrounding areas. You can easily walk to all the shops, restaurants, Britt Amphitheater and nature trails. The host is also very responsive. "
The price is SAR 643
SAR 1,232 total
includes taxes & fees
23 Jan - 24 Jan
Sun Cottage Downtown Jacksonville

Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

10.0 out of 10, Exceptional, (9)
"Cozy home, we had a wonderful stay. Close to Crater lake and the airport which was important to us. Plenty of room and a beautiful view "
Cozy creekside home with deck, 15 min to airport, shopping, 1 hr to Crater Lk.

Quail Run River View Cottage!

10.0 out of 10, Exceptional, (1)
"This house was wonderful and filled all of our needs. Well stocked, very private (behind a gated driveway), and sits on a gorgeous piece of land on the river. Highly recommend! "
Quail Run River View Cottage!

New townhome next to Eagle Point Golf Course, with grill, patio, and WiFi

New townhome next to Eagle Point Golf Course, with grill, patio, and WiFi

Beautiful & Comfortable Home in Central Point

10.0 out of 10, Exceptional, (1)
"Clean and comfortable "
The price is SAR 446
SAR 1,055 total
includes taxes & fees
23 Jan - 24 Jan
Beautiful & Comfortable Home in Central Point

Pet & family friendly 3bd house, central location, fenced yard.

10.0 out of 10, Exceptional, (1)
"Enjoyed the open floor plan. Plenty of space for the entire family and pets. Close to everything in town. We had some issues with the microwave since it kept locking us out and you have to unlug it to get it to open again. Shower was on timer and shot ice cold water with no warning. The backyard has thorny twigs which I had to pull out of my dogs paw. Those are some things that could use some improvements."
Pet & family friendly 3bd house, central location, fenced yard.

The Red Dragon House

10.0 out of 10, Exceptional, (86)
"Situated just outside of town. Secluded and quiet. House is comfortable and encourages relaxation. Kitchen is well stocked. Beds are quite comfortable. Mike and Mindy are house proud of their rental and it shows in the attention to details. "
The price is SAR 657
SAR 762 total
includes taxes & fees
23 Jan - 24 Jan
The Red Dragon House

Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr

10.0 out of 10, Exceptional, (51)
"I can’t say enough about Mich and her lovely property. The cabin is super cozy and clean. We loved sipping coffee in the atrium in the morning and the wood-fired sauna felt amazing after our jaunts through the snow. The bed is upstairs in the loft. There were plenty of choices for streaming movies and lots of board games to choose from. We can’t wait to come back! If a cabin in the woods with a wood stove, sauna and atrium are your thing, then this is the place to stay. "
Mt Ashland Log Cabin, Ski Area 10mi, Ashland 10mi, Swedish sauna, by Pacific CTr
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Ashland

Downtown Delight: 3BDR Urban Escape

10.0 out of 10, Exceptional, (14)
"Stayed here oner Thanksgiving with another couple. House is so charming and genuine. It's location is perfect for accessing downtown Ashland via foot. "
Downtown Delight: 3BDR Urban Escape

A Cowslip's Belle Inn

3.0 star property
9.8 out of 10, Exceptional, (29)
"Lovely place and the room had everything I needed. "
The price is SAR 469
SAR 732 total
includes taxes & fees
23 Jan - 24 Jan
A Cowslip's Belle Inn

Premier Downstairs Flat in Perfect Down Town Location

10.0 out of 10, Exceptional, (48)
"Great location - close to restaurants and shops! "
Premier Downstairs Flat in Perfect Down Town Location
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.